Premium
Constrained Phenylalanine Derivatives by Enyne Metathesis and Diels−Alder Reaction
Author(s) -
Kotha Sambasivarao,
Sreenivasachary Nampally,
Brahmachary Enugurthi
Publication year - 2001
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200102)2001:4<787::aid-ejoc787>3.0.co;2-n
Subject(s) - indane , chemistry , diels–alder reaction , enyne metathesis , diene , salt metathesis reaction , metathesis , enyne , organic chemistry , catalysis , polymerization , polymer , natural rubber
A conceptually new approach for the synthesis of indane‐based α‐amino acid derivatives is reported. In this regard, the synthesis of five‐membered exocyclic and five‐membered inner‐outer ring diene building blocks ( 7 and 15 ) containing α‐amino acid moieties is described. Diene 15 is prepared by an enyne metathesis reaction as a key step. In this paper, a full account of our work regarding the Diels−Alder reaction of these dienes with various dienophiles, and the subsequent oxidation of the cycloadducts to give various indane‐based α‐amino acid derivatives is reported.