@article { ISI:000266693600010, title = {Formal synthesis of (-) anisomycin via organocatalysis}, journal = {Arkivoc}, year = {2009}, month = {JAN}, pages = {88-94}, publisher = {ARKAT USA INC}, address = {C/O ALAN R KATRITZKY, UNIV FLORIDA, DEPT CHEMISTRY, PO BOX 117200, GAINESVILLE, FL 32611 USA}, abstract = {

An efficient formal synthesis of (-) anisomycin (1), a potent antibiotic agent, has been achieved in good yields and excellent diastereoselectivity. The key steps are proline-catalyzed sequential alpha-amination or alpha-aminoxylation of aldehyde 2 followed by tandem Horner-Wadsworth-Emmons olefination.

}, keywords = {alpha-Amination, alpha-aminoxylation, anisomycin, olefination, Proline}, issn = {1424-6376}, author = {Chouthaiwale, Pandurang V. and Kotkar, Shriram P. and Sudalai, Arumugam} } @article { ISI:000291302900019, title = {Organocatalytic enantioselective approach to the synthesis of verbalactone and (R)-massoialactone}, journal = {Synthesis-Stuttgart}, number = {12}, year = {2011}, month = {JUN}, pages = {1954-1959}, publisher = {GEORG THIEME VERLAG KG}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

The organocatalytic enantioselective synthesis of verbalactone and (R)-massoialactone is described. The requisite stereogenic centers of the target molecules were constructed using L-proline-catalyzed alpha-aminoxylation and Horner-Wadsworth-Emmons (HWE) olefination. Yamaguchi macrolactonization and ring-closing metathesis were employed as key steps in the syntheses.

}, keywords = {alpha-aminoxylation, Horner-Wadsworth-Emmons olefination, L-proline, massoialactone, Ring-closing metathesis, verbalactone, Yamaguchi macrolactonization}, issn = {0039-7881}, doi = {10.1055/s-0030-1260051}, author = {Harbindu, Anand and Kumar, Pradeep} } @article {46353, title = {Concise formal synthesis of (-)-(6R,11R,14R)-colletallol via D-proline catalysed alpha-aminooxylation-Wittig olefination strategy}, journal = {Indian Journal of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry}, volume = {58}, year = {2019}, month = {SEP}, pages = {1029-1036}, type = {Article}, abstract = {

An efficient enantioselective formal synthesis of marine macrolide (-)-(6R,11R,14R)-colletallol has been achieved starting from commercially available raw materials. The key reactions include the D-proline catalyzed a-aminooxylation of aldehyde followed by Horner-Wardsworth-Emmons olefination in a sequential fashion to give the macrolide key intermediate 5 in high enantiomeric purity (97\% ee) and high overall yield (32\%).

}, keywords = {alpha-aminoxylation, Asymmetric synthesis, Enantioselectivity, Natural products, organocatalysis}, issn = {0376-4699}, author = {Dey, Soumen and Gadakh, Sunita and Sudalai, Arumugam} } @article {46352, title = {Proline catalyzed sequential alpha-amination/ Prins/ Ritter amidation of aldehydes: new method of construction of tetrahydropyran units}, journal = {Indian Journal of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry}, volume = {58}, year = {2019}, month = {SEP}, pages = {1019-1028}, type = {Article}, abstract = {

An efficient {\textquoteleft}{\textquoteleft}one-pot{\textquoteright}{\textquoteright} synthetic method toward highly substituted tetrahydrofuran (THP) units is reported. The key transformation involves an atom-efficient sequential proline catalyzed alpha-amination of aldehydes to give alpha-aminated aldehydes in situ and the subsequent cyclomerization with homoallylic alcohols under Prins/Ritter conditions. Notably, this method provides access to enantiopure 1,2-syn and 1,4-anti diamino alcohols via reductive ring opening of THP units.

}, keywords = {alpha-aminoxylation, organocatalysis, Proline catalyzed, sequential, tetrahydropyran unit}, issn = {0376-4699}, author = {Ahuja, Brijbhushan and Gadakh, Sunita and Sudalai, Arumugam} }