Silyl Group‐Directed 6‐ exo ‐ dig Iodocyclization of Homopropargylic Carbamates and Amides
2018; Wiley; Volume: 24; Issue: 70 Linguagem: Inglês
10.1002/chem.201804794
ISSN1521-3765
AutoresTakashi Okitsu, Hikaru Nakahigashi, Ryosuke Sugihara, Ikki Fukuda, Saki Tsuji, Yasuko In, Akimori Wada,
Tópico(s)Catalytic Alkyne Reactions
ResumoIodocyclization of silyl group-substituted homopropargylic carbamates and amides proceeded via 6-exo-dig mode to afford 6-vinylene-4,5-dihydro-1,3-oxazines in moderate to quantitative yields. This is the first report for silyl group-solely directed iodocyclization of alkynes utilizing the β-silyl effect. Under these mild reaction conditions, various functionalities such as secondary alcohol, acetal, urea, and sulfide were tolerated.
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