Tetrahedron letters

Synthesis of constrained cycloalkyl analogues of glutamic acid with an ω-phosphonic acid function

…, A Schoenfelder, C Verrat, A Mann, P Ornstein…

Index: Bessieres, Bernard; Schoenfelder, Angele; Verrat, Celine; Mann, Andre; Ornstein, Paul; Pedregal, Conception Tetrahedron Letters, 2002 , vol. 43, # 43 p. 7659 - 7662

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Citation Number: 16

Abstract

A general method based on the sequential reactivities of bis-bromocycloalkenes (3–5) is proposed for the preparation of phosphonocycloalkanes (1a/b–3a/b), representing structural constrained analogues of AP4. For the synthesis of an additional congested AP4 analogue (4), an intramolecular cyclopropanation of a ketocarbene towards a vinyphoshonate, assisted by Rh (OAc) 2 was successfully experimented.

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