Tetrahedron

Hydroboration–Suzuki cross coupling of unsaturated amino acids; the synthesis of pyrimine derivatives

PN Collier, AD Campbell, I Patel, RJK Taylor

Index: Collier, Philip N; Campbell, Andrew D; Patel, Ian; Taylor, Richard J.K Tetrahedron, 2002 , vol. 58, # 30 p. 6117 - 6125

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Citation Number: 22

Abstract

Hydroboration of protected allylglycines with 9-BBN followed by Suzuki cross coupling of the resulting organoboranes proceeded smoothly giving a range of new bis-homophenylalanine and related derivatives in good yields (9 examples, 53–64%). One of the Suzuki coupling products has been elaborated to give the N-Cbz-protected natural product pyrimine. The hydroboration–Suzuki coupling of vinylglycine derivatives was also studied but was less ...