Patent ID: 8552242

Claim:
A method, comprising: reacting terminal alkene of formula: H 2 C═C(R y )R z wherein: R y is a hydrogen or an optionally substituted group selected from aliphatic, heteroaliphatic, aryl, heteroaryl, or heterocyclyl; and R z is an optionally substituted group selected from aliphatic, heteroaliphatic, aryl, heteroaryl, or heterocyclyl, with an allylic amine of formula: H 2 C═CH—C(R′) 2 N(R″) 2 wherein: each R′ is independently hydrogen, —C(O)R a , or an optionally substituted group selected from aliphatic, heteroaliphatic, aryl, heteroaryl, or heterocyclyl; each R a is independently hydrogen or optionally substituted group selected from aliphatic, heteroaliphatic, aryl, heteroaryl, or heterocyclyl; and each R″ is independently —C(O)R a , an amino protecting group, or an optionally substituted group selected from aliphatic, heteroaliphatic, aryl, heteroaryl, or heterocyclyl, to form a cross-metathesis product with a Z:E ratio greater than 1:1.