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

Full Text: HTML

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 ...

Related Articles:

Straightforward access to spisulosine and 4, 5-dehydrospisulosine stereoisomers: probes for profiling ceramide synthase activities in intact cells

[Mina, John G.; Mosely, Jackie A.; Ali, Hayder Z.; Denny, Paul W.; Steel, Patrick G. Organic and Biomolecular Chemistry, 2011 , vol. 9, # 6 p. 1823 - 1830]

The proline-catalyzed direct asymmetric three-component Mannich reaction: scope, optimization, and application to the highly enantioselective synthesis of 1, 2-amino …

[Morita; Nagasawa; Yahiro; Matsunaga; Kunieda Organic letters, 2001 , vol. 3, # 6 p. 897 - 899]

Enantioselective synthesis of unsaturated amino acids using p-methoxybenzylamine as an ammonia equivalent

[Alcon, Montserrat; Moyano, Albert; Pericas, Miquel A.; Riera, Antoni Tetrahedron Asymmetry, 1999 , vol. 10, # 23 p. 4639 - 4651]

Photolysis of diacyl peroxides: A radical-based approach for the synthesis of functionalized amino acids

[Spantulescu, M. Daniel; Jain, Rajendra P.; Derksen, Darren J.; Vederas, John C. Organic Letters, 2003 , vol. 5, # 16 p. 2963 - 2965]

Photolysis of diacyl peroxides: A radical-based approach for the synthesis of functionalized amino acids

[Spantulescu, M. Daniel; Jain, Rajendra P.; Derksen, Darren J.; Vederas, John C. Organic Letters, 2003 , vol. 5, # 16 p. 2963 - 2965]

More Articles...