154614-35-4Relevant academic research and scientific papers
Asymmetric synthesis of (+)-geranyllinaloisocyanide: Assignment of absolute stereochemistry
Ichikawa, Yoshiyasu,Matsuda, Yasunori,Okumura, Ken,Nakamura, Mitsuhiro,Masuda, Toshiya,Kotsuki, Hiyoshizo,Nakano, Keiji
, p. 2520 - 2523 (2011)
The first nonracemic synthesis of (+)-geranyllinaloisocyanide, starting with (-)-lactic acid methyl ester, has been accomplished by exploiting a [3.3] sigmatropic rearrangement of allyl cyanate. The synthesis enables assignment of the S configuration of the C(3) isocyano substituted, quaternary stereogenic center in natural geranyllinaloisocyanide.
Novel, Regioselective Allylamine Construction; First Synthesis of Geranyllinaloisocyanide, a Diterpene from the Marine Sponge, Halichondria Sp.
Ichikawa, Yoshiyasu,Yamazaki, Masatugu,Isobe, Minoru
, p. 2429 - 2432 (2007/10/02)
The first synthesis of the diterpene, 3-isocyano-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraene (geranyllinaloisocyanide, 1), has been achieved through an allyl cyanate-to-isocyanate rearrangement.The crucial step in this synthesis is in situ transformation of allyl isocyanates into stable allyl acetamides with trimethylaluminium.
