4.7 Article

Catalytic Enantioselective Hydrophosphonylation of Aldehydes Using the Iron Complex of a Camphor-Based Tridentate Schiff Base [FeCl(SBAIB-d)]2

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 355, Issue 17, Pages 3443-3450

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201300653

Keywords

(1R)-camphor-based ligands; enantioselective Pudovik reaction; hydrophosphonylation; iron-Schiff base complexes; Schiff base of aminoisoborneol

Funding

  1. National Science Council of the Republic of China [NSC 100-2113M-259-006-MY3]

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An iron(III)-Schiff base-catalyzed, highly enantioselective hydrophosphonylation of various aldehydes is described. Under the optimized reaction conditions, 5mol% of the iron/camphor-based tridentate Schiff base complex [FeCl(SBAIB-d)](2) produces high yields (up to 99%) of -hydroxy phosphonates in excellent enantioselectivities (up to 99%). The merits of this catalytic system are an easily synthesizable catalyst, inexpensive starting materials, practically simple aerobic reaction conditions, and low catalyst loading (5mol%).

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