A Practical and Enantiospecific Synthesis of (-)-(R)- and (+)-(S)-Piperidin-3-ols

Sureshbabu, M; Raghunadh, A; Ramulu, K; Dahanukar, VH; Syamkumar, UK; Kumardubey, P

HERO ID

4933332

Reference Type

Journal Article

Year

2014

HERO ID 4933332
In Press No
Year 2014
Title A Practical and Enantiospecific Synthesis of (-)-(R)- and (+)-(S)-Piperidin-3-ols
Authors Sureshbabu, M; Raghunadh, A; Ramulu, K; Dahanukar, VH; Syamkumar, UK; Kumardubey, P
Journal Helvetica Chimica Acta
Volume 97
Issue 11 (Nov 2014)
Page Numbers 1507
Abstract   A highly enantiospecific, azide-free synthesis of (-)-(R)- and (+)-(S)-piperidin-3-ol in excellent yield was developed. The key step of the synthesis involves the enantiospecific ring openings of enantiomerically pure (R)- and (S)-2-(oxiran-2-ylmethyl)-1H-isoindole-1,3(2H)-diones with the diethyl malonate anion and subsequent decarboxylation.
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