01267nas a2200157 4500008004100000022001400041245018300055210006900238260011000307300001600417490000600433520049200439100002500931700002200956856013100978 2015 eng d a2046-206900aOne-pot highly enantio- and diastereoselective synthesis of anti,anti vinylic 3-amino-1,2 diols via proline catalyzed sequential alpha-amination/benzoyloxyallylation of aldehydes0 aOnepot highly enantio and diastereoselective synthesis of antian aTHOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLANDbROYAL SOC CHEMISTRYcFEB a21803-218050 v53 a

The first direct asymmetric synthesis of anti, anti vinylic 3-amino-1,2-diols from aldehydes is described via a one-pot sequential L-proline catalyzed alpha-amination/benzoyloxyallylation protocol. The reaction proceeds with exceptionally high diastereoselectivity (>99%) as can be explained based on the Felkin-Ahn transition state model. Its effectiveness is proven unambiguously by demonstrating a short asymmetric synthesis of D-ribo-phytosphingosine tetraacetate (93% ee).

1 aAhuja, Brij, Bhushan1 aSudalai, Arumugam uhttps://library.ncl.res.in/content/one-pot-highly-enantio-and-diastereoselective-synthesis-antianti-vinylic-3-amino-12-diols-003259nas a2200145 4500008004100000245015100041210007000192260001800262300001200280490000700292520263000299100002502929700002202954856013702976 2020 eng d00aOrganocatalyzed α-aminooxylation/amination of aldehydes and their sequential reactions: a versatile tool for the synthesis of bioactive molecules0 aOrganocatalyzed αaminooxylationamination of aldehydes and their  bElsevier B.V. a417-4650 v643 a

This chapter introduces the sequential reactions of proline catalyzed α-aminooxylation and α-amination of aldehydes and its broad applications in the synthesis of bioactive molecules. It starts by presenting an overview of organocatalysis, particularly proline and its catalytic behavior. It then explains the proline catalyzed α-aminooxylation reaction and its sequential reactions one by one along with its applications in the synthesis of natural products. Next, it describes the l- and d-proline catalyzed α-amination and its sequential reactions. A full description of the synthetic scheme of natural products is provided.

1 aAhuja, Brij, Bhushan1 aSudalai, Arumugum uhttps://library.ncl.res.in/content/organocatalyzed-%CE%B1-aminooxylationamination-aldehydes-and-their-sequential-reactions-versatile