Download Organic Synthesis: State of the Art 2003 - 2005 (Organic by Douglass F. Taber PDF

By Douglass F. Taber

The 1st in a brand new sequence, this publication offers chemists an efficient, much-needed method to remain abreast of modern advancements in natural synthesis. The 103 articles overview the best artificial methods constructed from 2003 - 2005, discussing their value and their functions. greater than a hundred reactions are lined, together with Heterocycle development via Grubbs Metathesis, Enantioselective C-C Bond development, and natural Reactions in Ionic drinks.

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Additional info for Organic Synthesis: State of the Art 2003 - 2005 (Organic Synthesis: State of the Art)

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NaH/H20 DMF 1 0 TBSO 2 While secondary alcohols are now relatively easy to prepare in enantiomerically-pure form, secondary amines have been more challenging. Larry Overman of UC Irvine reports (J. Am. Chem. 125: 124 12,2003) the catalytic rearrangement of primary allylic alcohols such as 4 to the corresponding protected vinyl amine 5 with excellent ee. Hydrolysis of the amine 5 gives the GABA aminotransaminase inhibitor 6 . Unnatural amino acids can be prepared by oxidative cleavage of the protected vinyl amines.

Am. Chem. 125: 124 12,2003) the catalytic rearrangement of primary allylic alcohols such as 4 to the corresponding protected vinyl amine 5 with excellent ee. Hydrolysis of the amine 5 gives the GABA aminotransaminase inhibitor 6 . Unnatural amino acids can be prepared by oxidative cleavage of the protected vinyl amines. Another approach to secondary amines has been reported (J. Am. Chem. Soc. 125: 16178, 2003) by Masakatsu Shibasaki of the University of Tokyo. Addition of methoxyamine to a chalcone 7 (alkyl enones work in slightly lower ee) gives the aniine 8.

45: 1789,2004) the facile conversion of the inexpensive D-ribonolactone derivative 1 to the much more valuable L-ribonolactone derivative 3, by careful hydrolysis of the intermediate mesylate. The epoxide 2 is presumed to be an intermediate in this transformation. 00 1. NaH/H20 DMF 1 0 TBSO 2 While secondary alcohols are now relatively easy to prepare in enantiomerically-pure form, secondary amines have been more challenging. Larry Overman of UC Irvine reports (J. Am. Chem. 125: 124 12,2003) the catalytic rearrangement of primary allylic alcohols such as 4 to the corresponding protected vinyl amine 5 with excellent ee.

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