Stereoselective Synthesis of (+)-α-Conhydrine from R-(+)-Glyceraldehyde
Author(s) -
Nageshwar Rao Penumati,
K. Nagaiah
Publication year - 2014
Publication title -
organic chemistry international
Language(s) - English
Resource type - Journals
eISSN - 2090-2018
pISSN - 2090-200X
DOI - 10.1155/2014/982716
Subject(s) - stereoselectivity , chemistry , imine , bromide , amine gas treating , glyceraldehyde , ring closing metathesis , stereochemistry , salt metathesis reaction , metathesis , combinatorial chemistry , organic chemistry , catalysis , polymerization , polymer , dehydrogenase , enzyme
Stereoselective synthesis of (+)-α-Conhydrine was accomplished from protected (R)-(+)-glyceraldehyde, a familiar carbohydrate predecessor. Our synthetic strategy featured the following two key reactions. One is Zn-mediated stereoselective aza-Barbier reaction of imine 6 with allyl bromide to afford chiral homoallylic amine 7, and the other is ring-closing metathesis
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