ChemInform Abstract: Synthesis and Ritter Reaction of 2,5,5,6‐Tetramethylbicyclo(2.2.1)heptane‐2‐endo‐ol.

Abstract

ChemInform Abstract The reaction between the camphor analogue (I) and methyllithium (II) affords the title compound (III). The Ritter reaction with acetonitrile (IV) gives an inseparable 2:1 mixture of the isomeric amides (V) and (VI). Their formation probably proceeds via non-classical carbocations, which undergo Wagner-Meerwein rearrangements. The structures of (V) and (VI) are further confirmed by spectral characterization of the corresponding amines, which are prepared by LiAlH4 reduction.

Monoterpenoids

“…The oxime (296) yields the lactam (297) (36 YO) together with a mixture of campholenonitriles under Beckmann conditions. 349 photoepimerization to (299) which then suffers a fast photo-Beckmann change to the nitroxide radical (300). Reaction of The blue chloronitroso derivative (298)…”

“…Schiff bases such as (347) which are derived from 2-hydroxy-3-pinanone can be utilized in the synthesis of o r -a m i n o a c i d ~. ~~~ The ferrocenyl ketone (348) can be reduced with LiAIH, to give a mixture of alcohols which can be converted into the corresponding azides and then reduced to the amine (349). 381 The stannyl derivative (350) can be a~ylated,~, using AcCl-Rh(PPh,),CI to give the ketone (351).…”

“…The oil obtained from Pinus roxburghii is383 rich in (+)-car-3ene (354) and the terpene obtained from this source has been to be optically pure. A synthesis of racemic car-3-ene has been described.…”

“…(+)-Car-3-ene (354) has been converted38g into (359) which OH is an intermediate for the synthesis of pyrethroids. Other pyrethroid intermediates obtained from ( +)-car-3-ene (354) include the (+)-&ester (360),390 the acid (361),391 and the lactones (362)392 and (363).…”

“…(+)-Car-3-ene (354) has been converted38g into (359) which OH is an intermediate for the synthesis of pyrethroids. Other pyrethroid intermediates obtained from ( +)-car-3-ene (354) include the (+)-&ester (360),390 the acid (361),391 and the lactones (362)392 and (363). 393 A mathematical modelling has been carried out on the liquid-phase autoxidation of (+)-car-3-ene (354) in the presence of Co(acac),, a reaction which yields ( -)-car-3-en-5one (364).…”