Correction: Highly selective aluminium-catalysed intramolecular Prins reaction for l -menthol synthesis

H. Itoh; H. Maeda; S. Yamada; Y. Hori; T. Mino; Masami Sakamoto

doi:10.1039/C5RA90068A

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DOI: 10.1039/C5RA90068A (Correction) RSC Adv., 2015, 5, 64300-64302

Correction: Highly selective aluminium-catalysed intramolecular Prins reaction for L-menthol synthesis

H. Itoh^ab, H. Maeda^a, S. Yamada^a, Y. Hori*^a, T. Mino*^b and Masami Sakamoto^b
^aTaksasago International Corporation 4-11, Nishi-Yawata 1-Chome, Hiratsuka City, Kanagawa 254-0073, Japan. E-mail: yoji_hori@takasago.com
^bDepartment of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan. E-mail: tmino@faculty.chiba-u.jp

Received 7th July 2015 , Accepted 7th July 2015

First published on 28th July 2015

Abstract

Correction for ‘Highly selective aluminium-catalysed intramolecular Prins reaction for L-menthol synthesis’ by H. Itoh et al., RSC Adv., 2014, 4, 61619–61623.

The authors regret that, due to mistakes in the analysis of NMR data, incorrect structures were presented in Table 2 of the original manuscript for the cyclization products 14, 16 and 18. The correct structures are given in the amended version of Table 2, which is shown below.

Table 2 The Prins reaction of a variety of substrates with ACPP (4b)


Entry	Time (h)	Substrate	Product	Yield (%)	Diastereo-selectivity ratio^a
a Determined by gas chromatography (GC) analysis.b Et₃Al (20 mol%) and 5b (62 mol%) were used.c Et₃Al (10 mol%) and 5b (31 mol%) were used.
1^b	19			29^a	trans/cis = 81/19
2	1			92	(±)-2a/(±)-2b, 2c, 2d = 98.9/1.1
3	4			89	trans/cis = >99/<1
4^b	19			94	trans/cis = >99/<1
5	4			85^a	1α,2β,5β/1α,2β,5α = 78/22
6	4			90	1α,2β,5β/1α,2β,5α = 87/13
7^c	4			74	1α,2β,5β/1α,2β,5α = 62/38
8	19			Trace
9	19			Trace