@article { ISI:000233495500001, title = {Concise account of recent S(N)2 {\textquoteleft} grignard coupling reactions in organic synthesis}, journal = {Synthesis-Stuttgart}, number = {18}, year = {2005}, month = {NOV}, pages = {2995-3022}, publisher = {GEORG THIEME VERLAG KG}, type = {Article}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

Over the past few decades studies oil controlling the chemo-, regio- and stereoselectivities of allylic Substitution reactions have been well documented in the literature and the S(N)2{\textquoteright} Grignard coupling reaction has emerged as a very powerful tool ill selective carbon-carbon bond formation. This review focuses on all the recent synthetic developments in this special class of reactions. 1 Introduction 2 S(N)2{\textquoteright} Grignard Coupling Reactions with Allylic Substrates 2.1 Allyl Halides 2.2 Allyl Acetates 2.3 Allyl Carbonates 2.4 Allyl Carbamates 2.5 Allyl Ethers 2.6 Allyl Silyl Ethers 2.7 Allyl Epoxides 2.8 Allyl Aziridines 2.9 Allyl Oxazolidinones 2.10 Allyl Thioethers 2.11 Allyl Benzotriazoles 2.12 Oxabicyclic Alkenes 2.13 Azabicyclic Alkenes 2.14 Oxa-azabicyclic Alkenes 3 S(N)2{\textquoteright} Grignard Coupling Reactions with Propargyl Substrates 3.1 Propargyl Acetates 3.2 Propargyl Silyl Ethers 3.3 Propargyl Epoxides 3.4 Propargyl Aziridines 3.5 Propargyl Dithioacetals 3.6 Propargyl Thioethers 4 S(N)2{\textquoteright} Grignard Coupling Reactions with Bromoallenes 5 S(N)2{\textquoteright} Grignard Coupling Reactions in Natural/Unnatural Product Synthesis 6 Conclusions.

}, keywords = {allylic substrates, bromoallenes, chiral/achiral S(N)2 {\textquoteleft} Grignard coupling reactions, Natural products, propargyl Substrates}, issn = {0039-7881}, doi = {10.1055/s-2005-918455}, author = {Kar, Anirban and N. P. Argade} } @article { ISI:000263375600003, title = {Total synthesis of (+/-)-1,3,4,5-tetragalloylapiitol}, journal = {Synthesis-Stuttgart}, number = {3}, year = {2009}, month = {FEB}, pages = {372-374}, publisher = {GEORG THIEME VERLAG KG}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

Starting from citraconic anhydride, the first total synthesis of (+/-)-1,3,4,5-tetragalloylapiitol has been demonstrated via a stepwise route involving generation of an apiitol derivative followed by benzoylation.

}, keywords = {(+/-)-1, 3, 4, 5-tetragalloylapiitol, allylic hydroxylation, Natural products, osmium tetroxide}, issn = {0039-7881}, doi = {10.1055/s-0028-1083310}, author = {Patel, Ramesh M. and N. P. Argade} } @article { ISI:000308866800011, title = {Palladium-catalyzed routes to geranylated or farnesylated phenolic stilbenes: synthesis of pawhuskin C and schweinfurthin J}, journal = {Synthesis-Stuttgart}, volume = {44}, number = {18}, year = {2012}, month = {SEP}, pages = {2895-2902}, publisher = {GEORG THIEME VERLAG KG}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

Starting from double MOM-protected phloroglucinol, the facile total syntheses of bioactive natural products pawhuskin C and schweinfurthin J were accomplished in good overall yields. The Heck, Stille, or Suzuki coupling reactions of two different electron-rich phenolic segments bearing geranylated or farnesylated units were involved in the decisive step. The Sonogashira coupling reaction followed by palladium-catalyzed chemo-and stereoselective cis-reduction of an alkyne unit and subsequent isomerization to give the desired natural products is also described.

}, keywords = {geranylated or farnesylated stilbenes, Natural products, palladium-catalyzed coupling reactions, phloroglucinol, Total synthesis}, issn = {0039-7881}, doi = {10.1055/s-0032-1316765}, author = {Singh, Mandeep and N. P. Argade} } @article { ISI:000350219700005, title = {Synthesis of yangjinhualine A}, journal = {Synthesis-Stuttgart}, volume = {47}, number = {4}, year = {2015}, month = {FEB}, pages = {485-488}, publisher = {GEORG THIEME VERLAG KG}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

Selective reduction of 3-(4-hydroxyphenyl)-2-methylmaleic anhydride provides access the corresponding gamma-hydroxybutenolide natural product yangjinhualine A.

}, keywords = {anhydrides, lactones, Natural products, reduction, Regioselectivity}, issn = {0039-7881}, doi = {10.1055/s-0034-1379582}, author = {Deore, Prashant S. and Batwal, Ramesh U. and N. P. Argade} } @article { ISI:000380250800021, title = {Chemoenzymatic access to (+)-artabotriol and its application in collective synthesis of (+)-grandiamide D, (-)-tulipalin B, (+)-spirathundiol, and (+)-artabotriolcaffeate}, journal = {Synthesis-Stuttgart}, volume = {48}, number = {13}, year = {2016}, month = {JUL}, pages = {2130-2136}, publisher = {GEORG THIEME VERLAG KG}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

Starting from dimethyl (+/-)-2-hydroxy-3-methylenesuccinnate chemoenzymatic collective formal/total synthesis of enantiomerically pure bioactive natural products has been described via the advanced level common precursor (+)-artabotriol. An efficient enzymatic resolution with high enantiomeric purity, selective diester to diol reduction, and requisite dehydrative coupling reactions without any racemization are the significant topographies.

}, keywords = {(+)-artabotriol, collective synthesis, coupling reactions, dimethyl (+/-)-2-hydroxy-3-methylenesuccinate, Enzymatic resolution, Natural products, reduction}, issn = {0039-7881}, doi = {10.1055/s-0035-1561588}, author = {Batwal, Ramesh U. and N. P. Argade} } @article {44199, title = {First total synthesis of (+/-)-rhodoconferimide}, journal = {Synthesis-Stuttgart}, volume = {50}, year = {2018}, month = {FEB}, pages = {658-662}, type = {Article}, abstract = {

Starting from vanillin and dimethyl maleate, a concise and efficient racemic total synthesis of the potent antioxidant marine natural product (+/-)-rhodoconferimide has been carried out via the Wittig reaction, catalytic hydrogenation, selective brominations, and imide formation. An appropriate regioselective double bromination of the aromatic ring was a key step in the synthesis.

}, keywords = {(+/-)-rhodoconferimide, Antioxidants, Bromination, Natural products, Total synthesis, Vanillin}, issn = {0039-7881}, doi = {10.1055/s-0036-1590944}, author = {Pandhade, Kailas R. and N. P. Argade} }