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Synthesis of (-)-Quinocarcin by Directed Condensation of α-Amino Aldehydes.

✍ Scribed by Soojin Kwon; Andrew G. Myers

Book ID
101990240
Publisher
John Wiley and Sons
Year
2006
Weight
10 KB
Volume
37
Category
Article
ISSN
0931-7597

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✦ Synopsis

Abstract

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## The zinc-enamine 1 is easily accessible via the reaction of Et$n with t-BuN=CHCH=Nt-Bu and is reactive rowarak aldehydes. The condensation reaction of 1 with 2-pyridine-carboxaldehyde results in the &mnally instable zinc-aldolare 2 b that subsequently rearranges to the indolizine 4.

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## Abstract If one were to rank chemical reagents on the basis of their “synthetic content”, loosely defined as the density of functional groups per arbitrary unit of molecular space, the α‐amino aldehydes will find themselves close to the very top of that list. The presence of synthetically ubiqui